6-Carboxyfluorescein N-succinimidyl ester

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6-Carboxyfluorescein N-succinimidyl ester

6-Carboxyfluorescein N-succinimidyl ester | 92557-81-8

Catalog Number R01-0025
Category Fluorescein FAM
Molecular Formula C25H15NO9
Molecular Weight 473.393
Catalog Number Size Price Quantity
R01-0025 500 mg $299

Product Introduction

6-Carboxyfluorescein N-succinimidyl ester is the amine-reactive succinimidyl ester carboxyfluorescein that is used in the labeling of nucleotides and nucleic acids.

Chemical Information

Synonyms FAM NHS ester, 6-isomer;OSu-FAM; 6-FAM, SE; 6-FAM SE; 6-Carboxyfluorescein-NHS; 6-Carboxyfluorescein N-hydroxysuccinimide ester; (2,5-dioxopyrrolidin-1-yl) 3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylate
Purity NMR 1H, HPLC-MS (95%)
IUPAC Name (2,5-dioxopyrrolidin-1-yl) 3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylate
Canonical SMILES C1CC(=O)N(C1=O)OC(=O)C2=CC3=C(C=C2)C(=O)OC34C5=C(C=C(C=C5)O)OC6=C4C=CC(=C6)O
InChI InChI=1S/C25H15NO9/c27-13-2-5-16-19(10-13)33-20-11-14(28)3-6-17(20)25(16)18-9-12(1-4-15(18)24(32)34-25)23(31)35-26-21(29)7-8-22(26)30/h1-6,9-11,27-28H,7-8H2
InChI Key VDABVNMGKGUPEY-UHFFFAOYSA-N
Solubility good in DMF, DMSO
Appearance yellow crystalline solid
  • Product Specification
  • Application
ε, L⋅mol-1⋅cm-1 75000
Fluorescence Quantum Yield 0.9
Excitation 494
Emission 520
Storage 12 months after receival at -20°C in the dark. Transportation: at room temperature for up to 3 weeks. Avoid prolonged exposure to light. Desiccate.

6-Carboxyfluorescein N-succinimidyl ester (6-FAM SE) is a fluorescent dye commonly utilized for labeling biomolecules. Here are four key applications of 6-Carboxyfluorescein N-succinimidyl ester:

Fluorescence Microscopy: Widely employed in visualizing proteins, peptides, and other biomolecules, 6-FAM SE serves as a beacon under fluorescence microscopy. Its luminous characteristics enable researchers to trace and scrutinize the whereabouts and interactions of labeled molecules within cells. This pivotal application is indispensable for exploring cellular structures, unraveling molecular dynamics, and dissecting biological processes in real-time.

Flow Cytometry: At the forefront of cell analysis, 6-FAM SE plays a pivotal role in characterizing and sorting cells based on their fluorescence intensity. This dye facilitates the concurrent assessment of various parameters, including cell size, granularity, and the presence of specific biomarkers. Flow cytometry is an invaluable tool for immunophenotyping, cell sorting, and studying diverse cell populations with intricate compositions.

Quantitative PCR (qPCR): Serving as a beacon in quantitative PCR assays, 6-FAM SE acts as a fluorescent reporter dye embedded in probes. By integrating 6-FAM SE into the probes, researchers can monitor the real-time amplification of target DNA sequences through fluorescence detection. This sophisticated technique enables precise quantification of nucleic acids, aiding in gene expression analyses, pathogen identification, and genetic variability assessments.

Protein-Protein Interaction Studies: In the realm of deciphering biological interactions, 6-FAM SE labeling emerges as a potent tool for probing protein-protein interactions. By tagging a protein with 6-FAM SE, researchers can track its engagements with other biomolecules utilizing techniques like fluorescence resonance energy transfer (FRET). This method provides invaluable insights into the intricate dynamics and mechanisms governing biological interactions, shedding light on the interplay within complex biological systems.

Computed Properties

XLogP3 2.4
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 9
Rotatable Bond Count 3
Exact Mass 473.07468106 g/mol
Monoisotopic Mass 473.07468106 g/mol
Topological Polar Surface Area 140Ų
Heavy Atom Count 35
Formal Charge 0
Complexity 894
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Literatures

PMIDPublication DateTitleJournal
9285 1976-09-01 Biosynthesis of stizolobinic acid and stizolobic acid in higher plants. An enzyme system(s) catalyzing the conversion of dihydroxyphenylalanine into stizolobinic acid and stizolobic acid from etiolated seedlings of Stizolobium hassjoo European journal of biochemistry
9285 1976-09-01 Biosynthesis of stizolobinic acid and stizolobic acid in higher plants. An enzyme system(s) catalyzing the conversion of dihydroxyphenylalanine into stizolobinic acid and stizolobic acid from etiolated seedlings of Stizolobium hassjoo European journal of biochemistry

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